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$46+ Cheap flights from Orlando (ORL) to Annapolis, MD

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — IAD
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Annapolis are usually found in September or February, booked 67 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Orlando to Annapolis

Cheapest flights from Orlando to Annapolis
Explore the most affordable flight options available from Orlando to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:07 am
MCO
-
IAD
Nonstop2h 23m
Frontier
Tue 7/76:08 pm
IAD
-
MCO
Nonstop2h 35m
Frontier
Deal found 2/28$63
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:46 am
MCO
-
IAD
Nonstop2h 25m
Frontier
Mon 4/278:17 am
IAD
-
MCO
Nonstop2h 34m
Frontier
Deal found 2/28$64
This Priceline deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:01 am
MCO
-
IAD
Nonstop2h 19m
Multiple Airlines
Mon 3/232:58 pm
IAD
-
MCO
1 stop4h 05m
Multiple Airlines
Deal found 2/26$66
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/82:07 pm
MCO
-
IAD
Nonstop2h 26m
Frontier
Tue 6/96:08 pm
IAD
-
MCO
Nonstop2h 35m
Frontier
Deal found 2/28$67
This Expedia deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3010:18 am
MCO
-
IAD
1 stop4h 00m
Multiple Airlines
Sun 4/58:47 am
IAD
-
MCO
Nonstop2h 34m
Multiple Airlines
Deal found 2/26$70
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:45 am
MCO
-
IAD
Nonstop2h 26m
Frontier
Sat 4/48:30 pm
IAD
-
MCO
Nonstop2h 37m
Frontier
Deal found 2/28$71
This Cheapflightsfares deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/239:10 am
MCO
-
IAD
Nonstop2h 25m
Frontier
Sun 4/2611:17 am
IAD
-
MCO
Nonstop2h 33m
Frontier
Deal found 2/27$72
This Cheapflightsfares deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:05 am
MCO
-
IAD
Nonstop2h 22m
Frontier
Thu 5/148:09 am
IAD
-
MCO
Nonstop2h 34m
Frontier
Deal found 2/26$73
This Frontier deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:17 pm
MCO
-
BWI
Nonstop2h 31m
Frontier
Thu 5/1410:00 pm
BWI
-
MCO
Nonstop2h 33m
Frontier
Deal found 2/26$73
This Super.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:07 pm
MCO
-
IAD
Nonstop2h 26m
Frontier
Sat 6/1311:28 am
IAD
-
MCO
Nonstop2h 26m
Frontier
Deal found 2/27$75
This Super.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:07 pm
MCO
-
IAD
Nonstop2h 26m
Frontier
Mon 6/15:28 pm
IAD
-
MCO
Nonstop2h 28m
Frontier
Deal found 2/26$76
This Frontier deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
MCO
-
BWI
Nonstop2h 23m
Frontier
Mon 6/83:29 pm
BWI
-
MCO
Nonstop2h 32m
Frontier
Deal found 2/28$76

Find flight deals from Orlando to Annapolis

Keep the following information in mind while searching for Orlando to Annapolis flight deals. Data was last updated March 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$63
(Kiwi.com)

One-way from

$46
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$176
Provider with most accurate pricing for Orlando (ORL)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Washington, D.C. (WAS) flights.
Search Deals
From Orlando (ORL) to Annapolis
Search Deals
One-way flight from Orlando (ORL) to Annapolis
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Annapolis that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 2, 2026.
Use the filters below to find and compare flights from Orlando to Annapolis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Thu 5/21

9:00 am-11:19 am

Nonstop2h 19m

Washington, D.C. Dulles Intl

Mon 5/25

12:35 pm-2:58 pm

Nonstop2h 23m

$161

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Thu 3/19

8:18 pm-10:36 pm

Nonstop2h 18m

Washington, D.C. Reagan-National

Mon 3/23

2:27 pm-4:58 pm

Nonstop2h 31m

$166

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Wed 3/18

7:07 pm-9:25 pm

Nonstop2h 18m

Washington, D.C. Dulles Intl

Sun 3/22

10:05 pm-12:33 am

Nonstop2h 28m

$166

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Fri 5/29

6:30 am-2:23 pm

1 stop7h 53m

Washington, D.C. Reagan-National

Tue 6/2

6:00 am-12:54 pm

1 stop6h 54m

$177

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 5/13

10:20 am-6:20 pm

2 stops8h 00m

Washington, D.C. Reagan-National

Thu 5/14

11:40 am-5:20 pm

1 stop5h 40m

$182

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 3/25

8:18 pm-10:36 pm

Nonstop2h 18m

Washington, D.C. Reagan-National

Wed 4/1

2:50 pm-5:20 pm

Nonstop2h 30m

$207

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Wed 3/18

7:07 pm-9:25 pm

Nonstop2h 18m

Washington, D.C. Dulles Intl

Sat 3/21

10:05 pm-12:33 am

Nonstop2h 28m

$211

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Mon 3/16

9:37 pm-2:24 pm

1 stop16h 47m

Baltimore/Washington

Sat 3/21

8:39 pm-11:05 pm

Nonstop2h 26m

$224

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 3/11

9:45 am-12:00 pm

Nonstop2h 15m

Washington, D.C. Reagan-National

Sun 3/15

6:05 am-8:35 am

Nonstop2h 30m

$261

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Sat 3/28

7:00 am-1:03 pm

1 stop6h 03m

Washington, D.C. Reagan-National

Wed 4/1

10:40 am-6:31 pm

1 stop7h 51m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Orlando to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Annapolis

How far ahead should I book a flight from Orlando to Annapolis?

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Annapolis. Price data was last updated on February 27, 2026.

To ensure you get the cheapest price possible for a flight from Orlando to Annapolis, you should look to book at least 67 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Orlando to Annapolis?

Currently, March is the cheapest month in which you can book a flight from Orlando to Annapolis (average of $38). Flying from Orlando to Annapolis in August is currently the most expensive (average of $88). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to AP9?

Find hourly flight availability from Orlando to Annapolis. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 2, 2026.

It’s optimal to fly from Orlando to Annapolis in the afternoon. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Orlando to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Annapolis. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Orlando to Annapolis flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Orlando to Annapolis

Explore weekly flight availability from Orlando to Annapolis. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 2, 2026.

The most flights from ORL to AP9 are scheduled on a Friday (18 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Annapolis

Get insights into the airlines that provide service to Annapolis. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Annapolis. Reviews last updated March 2, 2026.
Read through reviews of airlines operating flights from Orlando to Annapolis, such as Delta, JetBlue, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,237 reviews
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,894 reviews
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.1
Good
11,369 reviews
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,487 reviews
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,040 reviews
Delta
7.9
Good
8,237 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Annapolis. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Annapolis?

    A quick flight from Orlando to Annapolis can take about 2h 18m. United Airlines provides one of the quickest options available for as low as $166. There are 760 mi between Orlando and Annapolis. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Orlando to Annapolis one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $34. However, be on the lookout for offers from Breeze Airways and JetBlue, as they are both options that can get you from Orlando to Annapolis for a low price.

  • What are the most popular routes from Orlando to Annapolis?

    The most popular flight routes from Orlando to Annapolis are Orlando - Washington, D.C. Dulles Intl, Orlando - Washington, D.C. Reagan-National and Orlando - Baltimore/Washington.

  • What are the most reliable airlines from Orlando to Annapolis?

    The top 3 most reliable airlines when flying from Orlando to Annapolis are Ethiopian Air (84%), Brussels Airlines (80%) and Copa Airlines (80%).

  • What are the cheapest flights from Orlando to Annapolis?

    Looking for the cheapest flight from Orlando to Annapolis? While on average our users pay $769, our data indicates the cheapest price to be $51. The most popular route (Orlando - Washington, D.C. Dulles Intl), is priced around $56.

  • Can I find deals for flights from Orlando to Annapolis that include hotel bookings?

    Yes. In addition to deals on Orlando to Annapolis flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Annapolis?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Annapolis.

  • Can I find deals for business class flights from Orlando to Annapolis?

    Yes. Cheapflights offers flight deals from Orlando to Annapolis by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Annapolis?

    Currently, March is the cheapest month in which you can book a flight from Orlando to Annapolis (average of $38). Flying from Orlando to Annapolis in August is currently the most expensive (average of $88). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Orlando to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Dulles Intl flights
Orlando to Reagan-National flights
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Tampa to Dulles Intl flights
Miami to Baltimore flights
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Gainesville to Reagan-National flights
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Daytona Beach to Reagan-National flights
Pensacola to Philadelphia flights
Panama City to Dulles Intl flights
Panama City to Philadelphia flights

Top 8 airlines flying from Orlando to Annapolis

Discover the top 8 airlines that operate flights from Orlando to Annapolis. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$129FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$61Average$214FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$72Average$128FlexibilityNo cancel feeOn-time65%
DeltaCheapest$73Average$334FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$91Average$178FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$117Average$248FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$125Average$229FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$127Average$276FlexibilityNo cancel feeOn-time63%

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